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CS-W001157 4
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1-Chloro-4-(1-phenylvinyl)benzene,95%(stabilized with TBC)

  • CAS No. 18218-20-7

  • Cat. No. CS-0186329
  • Purity95%(stabilized with TBC)
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

1-Chloro-4-(1-phenylvinyl)benzene,95%(stabilized with TBC)|CS-0186329

Structure of 18218-20-7

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General Information

  • CAS No. 18218-20-7
  • Cat. No. CS-0186329
  • Purity 95%(stabilized with TBC)
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁Cl
  • Molecular Weight 214.69
  • Synonym(s) α-Phenyl-4-chlorostyrene
  • SMILES C=C(C1=CC=CC=C1)C2=CC=C(C=C2)Cl

Description

1-Chloro-4-(1-phenylvinyl)benzene, stabilized with TBC, features a conjugated vinyl-aryl linkage enhancing reactivity in cross-coupling processes. The electron-deficient aryl chloride integrates efficiently into palladium-catalyzed transformations, while the stabilizing TBC additive ensures shelf stability under ambient conditions.

Application

1-Chloro-4-(1-phenylvinyl)benzene, stabilized with TBC, serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions. Its conjugated vinyl-aryl architecture enables efficient Suzuki, Stille, and Negishi coupling processes, facilitating the construction of biaryl and styrenyl scaffolds. The stabilizing TBC additive enhances shelf life and handling safety, while the compound exhibits excellent bench stability and compatibility with standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      108-86-1
    • null|null
      99-91-2
    • ~81%
    • In-stock
      1-Chloro-4-(1-phenylvinyl)benzene,95%(stabilized with TBC)|CS-0186329
      18218-20-7

    References

    • Han, Peng; Wang, Ruji; Wang, David Zhigang Tetrahedron, 2011 , vol. 67, # 46 p. 8873 - 8878
  • Route2
    • null|null
      292638-84-7
    • In-stock
      1-Bromo-4-chlorobenzene|CS-0015927
      106-39-8
    • ~0%
    • null|null
      1657-50-7
    • In-stock
      1-Chloro-4-(1-phenylvinyl)benzene,95%(stabilized with TBC)|CS-0186329
      18218-20-7

    References

    • Molnar, Arpad; Papp, Attila Synlett, 2006 , # 18 p. 3130 - 3134
  • Route3

    References

    • Varma, Rajender S.; Naicker, Kannan P.; Liesen, Per J. Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2075 - 2078

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.4015
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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